JP7172028B2 - oral composition - Google Patents

Description

TECHNICAL FIELD The present invention relates to an oral composition containing a polyacrylate of a specific molecular weight, which suppresses the irritating feeling of aftertaste and provides a refreshing and comfortable feeling in use.

A good aftertaste when used in the oral cavity in an oral composition increases motivation for use and leads to continued use. Conventionally, various flavoring ingredients have been added to oral compositions, and menthol is generally added as a flavoring ingredient to give a refreshing feeling when used. Since the ingredients are blended, the aftertaste may be bad due to the irritating feeling etc. derived from the blended ingredients, and proposals have been made to solve this problem.
For example, to alleviate or suppress irritation derived from a surfactant or the like, which is a compounding component of an oral composition, a method utilizing erythritol, a sugar alcohol (Patent Document 1; Japanese Patent No. 4328246), A method using 10 aliphatic cyclic ester compounds (Patent Document 2; Patent No. 4456892), a method using vanilla absolute, vanillin, ethyl vanillin or nutmeg oil for mitigating irritation caused by glycerophosphate (Patent Document 3; Japanese Patent No. 5825088), and a method using a specific nonionic surfactant for suppressing irritation caused by a disinfectant (Patent Document 4; Japanese Patent No. 5227089).

Japanese Patent No. 4328246 Japanese Patent No. 4456892 Japanese Patent No. 5825088 Japanese Patent No. 5227089

The present invention has been made in view of the above circumstances, and an object of the present invention is to provide an oral composition containing a polyacrylate of a specific molecular weight, which suppresses the irritating feeling of aftertaste and gives a refreshing and good feeling in use. .

As a result of intensive studies to achieve the above object, the present inventors have found that when a polyacrylate having a weight-average molecular weight of a specific value or less is combined with menthol and a specific fragrant substance and blended into an oral composition, The present inventors have found that the pungent aftertaste derived from the polyacrylate can be suppressed, and a refreshing and comfortable feeling of use can be obtained. That is, in the present invention, (A) a polyacrylate having a weight average molecular weight (Mw) of 1,000 to 20,000, (B) menthol, and (C) linalool oxide, cis-3-hexenol, methyl dihydrojas An oral composition that suppresses the irritating feeling of aftertaste and provides a good refreshing feeling in use by blending with one or more flavoring ingredients selected from monate, linalool, linalyl acetate, geraniol and methyljasmonate. was obtained, and the present invention was completed.

In more detail, the applicant found that combining a polyacrylate with a weight-average molecular weight of 1,000 to 20,000 with an anionic surfactant or an amphoteric surfactant provides an oral biofilm removal effect. This was proposed in Japanese Patent Application No. 2017-084672, but the feeling of use in oral preparations containing the relatively low-molecular-weight polyacrylic acid salt was not investigated and was unknown.

As described above, the present inventors further investigated the application of the polyacrylate of a specific molecular weight used in Japanese Patent Application No. 2017-084672 proposed by the applicant, and found that oral compositions, especially dentifrices ( When A) component is blended, even if the oral cavity is rinsed with water after use, a tingling sensation (irritation of aftertaste) remains as an aftertaste, and this irritation is hardly felt during use. It is a unique stimulating feeling that remains as, and even if it is a polyacrylate, it is not recognized when using a known weight average molecular weight of more than 20,000, for example, about 300,000 as a binder, It was found to be peculiar to the component (A). On the other hand, when the components (B) and (C) are blended with the component (A), although the component (B) itself has a stimulating feeling, the combined system of the components (B) and (C) Thus, it was possible to suppress the irritation of the aftertaste without impairing the refreshing feeling, and to provide an excellent feeling of use with a refreshing aftertaste even after use.

Accordingly, the present invention provides the following oral compositions.
[1]
(A) a polyacrylate having a weight average molecular weight of 1,000 or more and 20,000 or less;
(B) menthol, and (C) an oral cavity characterized by containing one or more selected from linalool oxide, cis-3-hexenol, methyldihydrojasmonate, linalool, linalyl acetate, geraniol and methyljasmonate composition.
[2]
For oral cavity according to [1], containing 0.01 to 2% by mass of component (A), 0.01 to 2% by mass of component (B), and 0.00001 to 0.3% by mass of component (C) Composition.
[3]
The oral composition according to [1] or [2], wherein (A)/(C) has a mass ratio of 0.5 to 10,000.
[4]
The oral cavity composition according to any one of [1] to [3], wherein (C)/(B) has a mass ratio of 0.00001 to 1.
[5]
The oral composition according to any one of [1] to [4], which is a dentifrice.

According to the present invention, it is possible to provide an oral cavity composition containing a polyacrylate of a specific molecular weight, which suppresses the irritating feeling of aftertaste and gives a refreshing and good feeling in use. This oral composition is expected to have an effect of removing oral biofilms.

The present invention will be described in further detail below. The oral composition of the present invention comprises (A) a polyacrylate having a weight average molecular weight of 1,000 or more and 20,000 or less, (B) menthol, and (C) linalool oxide, cis-3-hexenol, methyl and one or more selected from dihydrojasmonate, linalool, linalyl acetate, geraniol and methyl jasmonate.

The polyacrylate of component (A) has a weight average molecular weight (Mw) of 1,000 or more and 20,000 or less, particularly 10,000 or less, especially 8,000 or less, is stimulated by component (B) It is excellent in suppressing skin irritation and is particularly suitable for imparting the effects of the present invention. If the weight-average molecular weight exceeds 20,000, the feel during use may be impaired.

The weight average molecular weight was measured by GPC (gel permeation chromatography) under the method and measurement conditions described in Japanese Patent No. 5740859. Specifically, it is shown below (same below).
Method for measuring weight average molecular weight;
The weight average molecular weight is a value measured using a gel permeation chromatograph/multi-angle laser light scattering detector (GPC-MALLS) under the following conditions.
Mobile phase: 0.3M _NaClO4
NaN ₃ aqueous solution column: TSKgelα-M 2 pre-column: TSKguardcolumn α
Standard substance: Polyethylene glycol

The polyacrylate of the component (A) is preferably a linear polyacrylate from the viewpoint of suppressing the irritating feeling of the aftertaste.
The salt is preferably a monovalent salt, more preferably an alkali metal salt or an ammonium salt, more preferably an alkali metal salt, including sodium salts and potassium salts, with sodium salts being particularly preferred.
As such polyacrylic acid salts, commercial products sold by Polyscience Co., Ltd. or Toagosei Co., Ltd. can be used.

The amount of component (A) is preferably 0.01 to 2% (mass%, hereinafter the same) of the entire composition, more preferably 0.01 to 1%, and still more preferably 0.05 to 0.5%. is. Sufficient compounding effect is obtained as it is 0.01% or more. If too much is blended, the stimulating aftertaste becomes strong and may not be sufficiently suppressed, and if it is 2% or less, the stimulating aftertaste can be sufficiently suppressed.

(B) Menthol is a refreshing agent. As menthol, L-menthol can be used, essential oils containing L-menthol can be used, and commercially available products can be used.
The content of (B) menthol is preferably 0.01 to 2%, more preferably 0.1 to 1% of the total composition. When the blending amount is 0.01% or more, a refreshing feel is sufficiently obtained. When it is 2% or less, the bitterness and stimulating feeling of itself are sufficiently suppressed, and a good feeling of use is obtained.

Component (C) is selected from linalool oxide, cis-3-hexenol, methyl dihydrojasmonate, linalool, linalyl acetate, geraniol and methyl jasmonate. The component (C) has an effect of suppressing the irritating aftertaste derived from the component (A). These may be used singly or in combination of two or more in terms of exhibiting effects. Among component (C), linalool oxide, cis-3-hexenol, and methyl dihydrojasmonate are preferred. (C) When two or more components are used in combination, it preferably contains at least one selected from linalool oxide, cis-3-hexenol, and methyldihydrojasmonate.
Essential oils containing these can also be used, such as lavender oil, coriander oil, neroli oil (orange flower oil), rose oil, jasmine oil, and the like. Specifically, commercial products manufactured by Takasago International Corporation can be used.

The blending amount of component (C) is preferably 0.00001 to 0.3%, more preferably 0.0001 to 0.1% of the total composition. When the blending amount is 0.00001% or more, it is possible to sufficiently suppress the stimulation of the aftertaste. When the content is 0.3% or less, the fragrance and taste of the product themselves do not become too strong, and a refreshing feel can be sufficiently obtained.

In the present invention, the mass ratio of (A)/(C) can be 0.03 to 200,000, preferably 0.5 to 10,000 in terms of suppressing the irritating aftertaste. More preferably from 1 to 5,000. Within this range, the sensation of aftertaste is suppressed and the feeling of use is further improved without impairing the refreshing feeling during use.
The mass ratio of (C)/(B) can be 0.000005 to 30, preferably 0.00001 to 1, more preferably 0.001 to 1. When it is within this range, the sensation of aftertaste is further suppressed without impairing the refreshing feeling during use, and the feeling of use is further improved.

The oral composition of the present invention is particularly suitable for toothpaste such as toothpaste, liquid toothpaste, wet toothpaste and liquid toothpaste, especially toothpaste, and can be prepared by a conventional method. In addition to the above components, other known additives can be blended as needed within a range that does not impair the effects of the present invention. For example, surfactants, abrasives, thickeners, binders, sweeteners, preservatives, colorants, active ingredients, pH adjusters, fragrances, etc. can be blended, and these ingredients are mixed with water to produce. be able to.

Surfactants include anionic surfactants, nonionic surfactants, cationic surfactants, and amphoteric surfactants. Specifically, the following can be used.
Anionic surfactants; alkyl sulfates such as sodium lauryl sulfate and sodium myristyl sulfate, sodium lauryl sulfoacetate, sodium α-olefin sulfonate Nonionic surfactants; polyoxyethylene fatty acid esters such as polyoxyethylene hydrogenated castor oil, Polyoxyethylene higher alcohol ether such as polyoxyethylene lauryl ether, sugar fatty acid ester such as sucrose fatty acid ester, sugar alcohol fatty acid ester, sorbitan fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester Cationic surfactant; distearyl chloride methylammonium, stearyldimethylbenzylammonium chloride amphoteric surfactant; betaine-based surfactant such as 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine. 01 to 15%, particularly 0.01 to 10% is desirable.
Some surfactants are irritating, but in the present invention, surfactants commonly used in dentifrices, such as alkyl sulfates such as lauryl sulfate, and nonionic surfactants. Even when polyoxyethylene hydrogenated castor oil or the like is blended, the lack of irritating aftertaste and the refreshing feeling during use are excellent, and it is possible to provide a good feeling of refreshing use.

Abrasives include anhydrous silicic acid, silica gel, aluminosilicate, zirconosilicate, dicalcium phosphate anhydrate, dicalcium phosphate dihydrate, calcium pyrophosphate, alumina, titanium dioxide, crystalline zirconium silicate, and polymethyl methacrylate. , insoluble calcium metaphosphate, calcium carbonate, magnesium carbonate, trimagnesium phosphate, zeolite, tribasic calcium phosphate, tribasic calcium phosphate, tribasic calcium phosphate, hydroxyapatite, fluoroapatite, synthetic resin abrasives, and the like. The blending amount of these abrasives is preferably 2 to 60%, particularly 10 to 55% of the total composition.

Viscosity agents include sugar alcohols such as sorbitol and reduced starch saccharification products, propylene glycol, polyhydric alcohols such as polyethylene glycol with an average molecular weight of 200 to 6,000 (average molecular weight according to the Standards for Quasi-drug Ingredients 2006), and ethylene glycol. (The blending amount is usually 5 to 70% of the total composition).

Binders include xanthan gum, sodium alginate, propylene glycol alginate, sodium carboxymethylcellulose, hydroxyethylcellulose, carbopol, guar gum, gelatin, avicel, montmorillonite, kaolin, bentonite, polyvinyl alcohol, polyvinylpyrrolidone, etc. , usually 0.3-10% of the total composition).

Sweeteners include saccharin sodium, aspartame, stevioside, stevia extract, neohesperidyl dihydrochalcone, perillartine and the like.
Preservatives include paraoxybenzoic acid esters such as butylparaben and ethylparaben, benzoic acid such as sodium benzoate, and salts thereof.
Coloring agents include Blue No. 1, Yellow No. 4, and Green No. 3, and can be blended in conventional amounts.

Active ingredients include fluorine-containing compounds, bactericides, anti-inflammatory agents, enzymes, plant extracts, anti-calculus agents, anti-plaque agents, etc., which are usually blended in oral compositions, as long as they do not interfere with the effects of the present invention. can be formulated in effective amounts. Specifically, fluorine-containing compounds such as sodium fluoride, stannous fluoride, strontium fluoride, sodium monofluorophosphate, sodium salt of orthophosphate, tranexamic acid, epsilon aminocaproic acid, tocopherol acetate, α- Bisabolol, dihydrocholesterol, chlorhexidine salts, azulene, glycyrrhetinic acid, glycyrrhizic acid or its salts, sodium copper chlorophyllin, chlorophyll, copper compounds such as copper gluconate, chelating phosphate compounds such as glycerophosphate, hydroxamic acid or its salts Derivatives, sodium tripolyphosphate, methoxyethylene, epidihydrocholesterin, isopropylmethylphenol, benzethonium chloride, cetylpyridinium chloride, allantoin chlorohydroxyaluminum, ascorbic acid or its salts, ascorbic acid phosphate or its salts, lysozyme chloride, trichlorocarba nilides, zinc citrate, and bark extract.

Perfume components other than the components (B) and (C) may be blended as the perfume. For example, anise oil, eucalyptus oil, cassia oil, clove oil, wintergreen oil, thyme oil, sage oil, cardamom oil, rosemary oil, laurel oil, chamomile oil, caraway oil, marjoram oil, lemongrass oil, origanum oil. , pine needle oil, iris concrete, orange oil, lemon oil, mandarin oil, grapefruit oil, yuzu oil, lime oil, etc., and processing of these natural flavors (pre-reservoir cut, post-reservoir cut, fractional distillation , liquid-liquid extraction, essence, powder perfume, etc.), carvone, anethole, methyl salicylate, ethyl salicylate, thymol, menthone, menthyl acetate, pinene, octylaldehyde, pulegone, carbyl acetate, anisaldehyde, ethyl acetate , ethyl butyrate, allyl cyclohexane propionate, methyl anthranilate, ethyl methyl phenyl glycidate, vanillin, undecalactone, hexanal, propyl alcohol, butanol, isoamyl alcohol, dimethyl sulfide, cyclotene, trimethylpyrazine, ethyl lactate, methyl Single fragrances such as lactate and ethylthioacetate, compounded fragrances such as strawberry flavor, apple flavor, banana flavor, pineapple flavor, grape flavor, mango flavor, butter flavor, milk flavor, mixed fruit flavor, tropical fruit flavor, toothpaste, etc. Known perfume materials used in pharmaceutical compositions can be used. The amount of these perfume materials to be blended is not particularly limited, but it is preferable to use 0.000001 to 1% in the composition. Moreover, it is preferable to use 0.1 to 2.0% of the perfume for perfuming using the above perfume material in the composition.
In addition, the fragrance|flavor containing (B) or (C) component can be mix|blended within the range of the compounding quantity of (B) or (C) component, respectively.

The pH (25° C.) of the oral composition may be within a normal range, preferably pH 5-9, particularly pH 6-8. In addition, you may add a well-known pH adjuster and adjust pH. Examples of pH adjusters include inorganic compounds such as organic acids such as citric acid, lactic acid and malic acid or salts thereof, phosphoric acid or salts thereof, hydrochloric acid, sodium hydroxide and potassium hydroxide.

EXAMPLES Hereinafter, the present invention will be specifically described by showing examples and comparative examples, but the present invention is not limited to the following examples. In the following examples, % indicates % by mass unless otherwise specified.
The weight average molecular weight (Mw) was measured using a gel permeation chromatograph/multi-angle laser light scattering detector (GPC-MALLS) under the same method and measurement conditions as above.

[Examples, Comparative Examples]
A dentifrice composition (toothpaste) having the composition shown in Tables 1 to 5 was prepared by the following method, filled in a container (aluminum laminate tube), and evaluated by the following method. The results are also shown in the table.
In addition, it was confirmed that all of the dentifrice compositions (toothpaste) having the compositions shown in Tables 1 to 4 have an oral biofilm removal effect.
<Preparation method>
(1) Component (A), other water-soluble components and a viscosity modifier were mixed and dissolved in purified water at room temperature (mixture X).
(2) A binder was dispersed in propylene glycol at room temperature (mixture Y), and mixture Y was added to mixture X under stirring to prepare mixture Z.
(3) Component (B), component (C) and an abrasive were mixed into mixture Z at room temperature using a kneader and defoamed under reduced pressure (5.3 kPa) to obtain a dentifrice composition. .
Comparative dentifrice compositions were prepared according to the above method.

<Evaluation method>
Ten subjects put 1 g of the dentifrice composition on a toothbrush, brushed for 3 minutes, rinsed with water, and evaluated the feeling of use in oral cleaning (refreshing feeling during use after brushing, aftertaste after rinsing). A sensory test was carried out for the lack of irritation), and each was judged according to the following rating criteria. The average value of 10 people was obtained and evaluated according to the following evaluation criteria.

(i) Lack of irritating aftertaste Scoring criteria 4 points: Almost no irritating aftertaste 3 points: Slightly irritating aftertaste but no problem 2 points: Irritating aftertaste 1 point: No aftertaste Evaluation criteria ◎: 3.5 points or more and 4.0 points or less ○: 3.0 points or more and less than 3.5 points △: 2.0 points or more and less than 3.0 points ×: 1.0 points More than 2.0 points or less

(ii) Refreshing feeling during use Rating criteria 4 points: Very refreshing feeling during use 3 points: Refreshing feeling during use 2 points: Refreshing feeling slightly during use 1 point: Refreshing feeling during use Evaluation criteria ◎: 3.5 points or more and 4.0 points or less ○: 3.0 points or more and less than 3.5 points △: 2.0 points or more and less than 3.0 points ×: 1.0 points or more Less than 2.0 points

Details of the polyacrylates used are given below.
(A) Component:
Sodium polyacrylate (Mw: 1,000)
Linear, sodium polyacrylate manufactured by Polyscience (Mw: 6,000)
Linear, manufactured by Toagosei Co., Ltd., AC-10NP
Sodium polyacrylate (Mw: 20,000)
Linear, manufactured by Toagosei Co., Ltd., Aron A-20UN
Sodium polyacrylate (Mw: 300,000, comparative component)
Crosslinked type, manufactured by Polyscience

As can be seen from the results in Tables 1 to 4, the dentifrice compositions (Examples) containing components (A), (B) and (C) have no irritating aftertaste and excellent refreshing feeling during use. was On the other hand, as can be seen from the results in Table 5, when containing component (A) and lacking components (B) and (C), or when containing component (B) but lacking component (C) After rinsing the inside of the oral cavity with water, a pungent aftertaste that was not felt during use was felt, and the lack of pungent aftertaste was inferior (Comparative Examples 3 and 2). In Comparative Example 1, which contained sodium polyacrylate (Mw: 300,000) but lacked the component (A), the stimulus derived from the component (B) was generated, and the lack of a stimulating aftertaste was inferior. .

Claims (5)

(A) a polyacrylate having a weight average molecular weight of 1,000 or more and 8,000 or less;
An oral composition comprising (B) menthol and (C) one or more selected from methyldihydrojasmonate, linalyl acetate, geraniol and methyljasmonate . The oral cavity composition according to claim 1, containing 0.01 to 2% by mass of component (A), 0.01 to 2% by mass of component (B), and 0.00001 to 0.3% by mass of component (C). thing. The oral cavity composition according to claim 1 or 2, wherein (A)/(C) is 0.5 to 10,000 as a mass ratio. The oral composition according to any one of claims 1 to 3, wherein (C)/(B) is 0.00001 to 1 as a mass ratio. The oral composition according to any one of claims 1 to 4, which is a dentifrice.